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Rhodium(II)‐Catalyzed Regioselective Carbenoid Insertion Reaction of Simple Indoles with N ‐Sulfonyltriazoles: A Rapid Access to Tryptamine Vinylogues
Author(s) -
Huang Jiapian,
Yang Yi,
Chen Zhiyuan
Publication year - 2016
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201500792
Subject(s) - tryptamine , carbenoid , chemistry , regioselectivity , rhodium , indole test , insertion reaction , catalysis , tryptamines , stereochemistry , combinatorial chemistry , organic chemistry , biochemistry
A synthetically useful 1,3‐insertion reaction of a rhodium‐carbenoid into the C( sp 2 )H bond of simple indole is disclosed, which produces structurally divergent 2‐indolylenamides in good to excellent yields and decent chemo‐ and regioselectivities. The obtained tryptamine vinylogues can be transformed into biologically important tryptamine derivatives or 3,3′‐biindoles with ease.